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Encapsulation of Aromatic Molecules in Hexanuclear Arene Ruthenium Cages: A Strategy to Build Up Organometallic Carceplex Prisms with a Dangling Arm Standing Out
Auteur(s)
Mattsson, Johan
Govindaswamy, Padavattan
Furrer, Julien
Sei, Yoshihisa
Yamaguchi, Kentaro
Date Issued
2008
Journal
Organometallics
Vol.
17
No
27
From page
4346
To page
4356
Subjects
Abstract
Self-assembly of 2,4,6-tris(pyridin-4-yl)-1,3,5-triazine (tpt) subunits with p-cymene (p-PriC6H4Me) or hexamethylbenzene (C6Me6) Ru building blocks and 2,5-dihydroxy-1,4-benzoquinonato (dhbq) or 2,5-dihchloro-3,6-dihydroxy-1,4-benzoquinonato (dchq) bridges affords the triangular prismatic organometallic cations [Ru6(p-PriC6H4Me)6(tpt)2(dhbq)3]6+ ([1]6+), [Ru6(p-PriC6H4Me)6(tpt)2(dchq)3]6+ ([2]6+), [Ru6(C6Me6)6(tpt)2(dhbq)3]6+ ([3]6+), and [Ru6(C6Me6)6(tpt)2(dchq)3]6+ ([4]6+). These hexanuclear cationic cages are isolated in good yield as their triflate salts. The assembly of 1-4 can also be achieved in the presence of large arom. mols. such as pyrene, fluoranthene, benzo[e]pyrene, triphenylene, or coronene to give the corresponding inclusion systems [arom.?1]6+, [arom.?2]6+, [arom.?3]6+, and [arom.?4]6+. The closed proximity of the encapsulated mol. with the different components of the cage and the carceplex nature of these systems are confirmed by 1-dimensional ROESY 1H NMR expts., mass spectrometry, and the single-crystal structure anal. of [pyrene?1][O3SCF3]6 and [benzo[e]pyrene?1][O3SCF3]6. Pyrene can be encapsulated even if it contains a functionalized aliph. substituent; in this case the arom. moiety is included in the cage, while the functionalized side arm stands out. Thus, Me 4-(pyren-1-yl)butanoate (pyrene-R) is encapsulated in 1 to give the carceplex [pyrene-R?1]6+, in which the Me butyrate arm dangles outside the cage while the pyrene moiety is firmly trapped by the metallo-prismatic cation, as demonstrated by 1H NMR expts. and ESI-MS. [on SciFinder(R)]
Publication type
journal article
